Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Experience a comprehensive, unshared full-day adventure from Florence or Livorno, exploring two iconic medieval municipalities in the region of Tuscany. Join us as we go beyond the renowned grand cities of Rome and Florence, embarking on a ‘Day Excursion’ to witness the authentic Italy in the province of Chianti.

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • Acquario di Livorno - We depart from the cruise pier in Livorno or any hotel in Florence.
  • Piazza del Campo - Enjoy Siena on your own
  • San Gimignano 1300 - Enjoy San Gimignano on your own
  • Tenuta Torciano - Enjoy this fantastic local winery, as your location for both lunch & wine tastings, just 5 minutes outside of the medieval town of San Gimignano.
What's Included
  • Private tour
  • All taxes, fees and handling charges included
  • Wine tasting experience
  • Expert driver/guide
  • Gourmet lunch provided
  • Convenient hotel/port pickup and drop-off
  • Travel in comfort with a private vehicle
What's Not Included
  • Alcoholic drinks (available to purchase)
  • Souvenir photos (available to purchase)
Additional Information
  • Minimum drinking age is 18 years
  • Dress code is smart casual
Location
Florence
The driver will be picking you up from your hotel/apartment in Florence.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(18 Ratings)
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Ariana_k
Oct 7, 2023
Great Day in Tuscany - My family had a wonderful day on this tour! The suggested itinerary in the Viator description was good, and our driver Carlo gave suggestions and personal touches that made the day absolutely perfect. The Tenuta Torciano winery was a medium sized vineyard with a delicious 3 course meal, and a chance to taste 7 different wines. The car we rode around with was clean and spacious. Exactly what our family of 4 needed to explore the Tuscan region.
Review provided by Viator
Erin
Jun 23, 2023
Touring Italy created the most memorable experience for our family! - I cannot recommend Roberto and Touring Italy enough! He created a trip beyond our expectations. He took all of the stress out of planning and scheduling, but more importantly he connected us with the best guides in all of Italy. It was incredible to learn about the history, culture, and food though a local and an expert. Each perfectly personalized everything, and kept our girls well engaged. In Florence, Elena was fantastic. She knew so much, so many people and would take us into little shops to meet a local artisan who was so special because of their craft. She immersed us into the Florentine culture, something we never would have been able to do without her. I think she’s a celebrity too, because everyone seemed to know her and love her 😊. She was beyond fantastic at guiding us through the Accademia, Pitti, Boboli gardens, Uffizi and the walk through the city to taste all of the amazing food. We even went back to the lunch restaurant for dinner because it was so good. Thanks to you, we were so fortunate to have her as our guide! Our driver though Tuscany, Maximiliano, was also fantastic, he was very professional, guided us through the beautiful countryside and explained the history of the towns and buildings. He stopped for perfect photo opportunities and also made good recommendations for gelato and shops. We thoroughly enjoyed our time at Tenuta Torciano. Their wines were fantastic as well as the food. It’s a beautiful winery and Luca was the perfect host. Not only did we do the tasting, he brought additional wines to sample and spent time with us, we felt like special guests. In Rome, we enjoyed our time with Elena, learning about the Forum, Palatine Hill and Colosseum. She was also knowledgeable and was able to connect the past with the current time by showing us ruins and then pictures of how it might have looked before. And lastly, Christiaan was phenomenal as well. We learned about the history, art and architecture. It was so so crowded and he navigated us well, taking us to the most significant places and best views of everything including the Sistine Chapel and St Peters Basillica. Like Elena in Florence he was an expert in everything, explaining things through stories. Even my youngest who doesn’t love museums enjoyed his and her tours. I cannot thank Roberto enough for creating this experience and new family memories. We will always cherish this trip - especially the time with Elena and Christiaan. I will absolutely recommend Touring Italy to anyone traveling to Italy. We are hoping to travel to Southern Italy in the future, and will absolutely us Roberto when time to plan!
Review provided by Tripadvisor
Douglas_k
Jun 8, 2023
Well worth the expense! - Well worth the expense. If can afford it, do it. Our driver was Mauro. He was great at explaining the history and unique features of the area without overwhelming us. He was also great with our 14 year old, engaging him at all times. He gave us plenty of time and freedom to explore every stop. The wine tasting was excellent without being overwhelming on the sale side.
Review provided by Viator
Emaliya
Apr 20, 2023
Wonderful visit to Florence! - The city is breathtaking beautiful! Using private guides enhanced the experience and allowed to see more at our own paise and our interests. The food is great but mainly with not the fantastic service, but very friendly, which compensated. Visiting San Gimignano was a highlight of the trip. Absolutely a must! Tuscany is beautiful, every turn opens a mesmerizing view. Adding to it very nice Chianti is a plus. The apartment we rented through VRBO was really very nice, very clean and perfectly located few steps from Ponte Vecchio. The whole center easily reached by walking. The owners were very accommodating and helpful. Thank you Susanne and Leonardo.
Review provided by Tripadvisor
L9442ampeterr
Jun 15, 2022
An excellent tour but not high value for money. - Our driver was wonderful. He was friendly, polite and respectful and drove very calmly, which we very much appreciated. He showed us where to go in Siena and San Gimignano which was helpful. The lunch and wine tasting we had was very good. The only comment I would make (and this is absolutely no reflection on our driver) is that this tour was very expensive and did not represent value for money in our opinion.
Review provided by Tripadvisor
Donaldv40
Oct 4, 2021
Touring Italy - The Best Tour Guide in Italy!!!! I Gotta-Guy! - We will never travel to Italy again without contacting Roberto of Touring Italy. He arranged every detail of our visit to Rome and throughout Tuscany and it could not have been better. All of his suggestions for places to stay, dining and activities were outstanding. He took us to medieval towns where there were hardly any other tourists where we found wonderful art and of course, gelato. He and my wife arranged a surprise helicopter ride from a spectacular winery, and arranged for me to drive a Ferrari through Maranello - what a dream come true that experience was. We never waited in line and always felt like VIPs with him. He knows the best places to go so you can eat, drink and explore like a local. Cannot wait to explore more regions of Italy with Touring Italy, Roberto is My Guy!!!!- Fino alla prossima volta - grazie mille!
Review provided by Tripadvisor
Trishtci
Aug 1, 2021
Day Excursion from Firenze - With limited time on our itinerary we wanted the opportunity to visit Siena and San Gimignano and our VIP TOur provided an excellent day trip into the beautiful countryside. Our driver Andrea was a true gem. On tome for our pick up at our hotel in a clean, comfortable and airconditioned vehicle. He was truly vested in our satisfaction with our journey. He pointed out spots of interest along the way and was ready and waiting at the appointed pick up times during the excursions. Our final stop for lunch at the Appiano winery was an amazing experience in itself- a must do! Can't recommend them highly enough!
Review provided by Tripadvisor
Peaches2004
Oct 30, 2019
Wonderful tour getting to know Tuscany - Our driver Andrew provided a wonderful experience on this tour. He was engaging and friendly but not overbearing or intrusive when we just wanted to look out the windows! We had ample time in both cities and the lunch with wine was exceptional!! I would highly recommend!
Review provided by Tripadvisor
Paiyal_p
Oct 23, 2023
Had a great time. The... - Had a great time. The Driver was very nice and provided great information about the area. Wish there was more time to enjoy the towns. The Winery was pretty, but maybe a little too touristy.
Review provided by Viator
Sherryberry76
Jun 5, 2023
Good tour, few minor suggestions. - Our trip was a little slow to start, the driver could not meet us at the ship with the other tour guides. We finally met him outside the pier. He was very professional and pleasant, but very quiet. Which made us feel a little uneasy about where we were going first etc. I would recommend for a VIP tour to offer bottled water in the vehicle. Enjoyed each stop. Tenuta Torciano was a nice winery but be careful as we purchase 6 bottles to be shipped to the USA. We were assured, no shipping fee as they have a warehouse in Illinois. The prices were in Euros and Alberto at the winery took it upon himself to run our credit card in US dollars. The conversion was majorly not in our favor. We ended up paying about $50 more due to the winery doing the currency conversion instead of the bank. When questioned, he explained but never told us in advance. You wouldn’t think to ask this, but make sure you ask to have credit card run in Euros.
Review provided by Tripadvisor
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